Diisopropylethylamine → 1-(3-Methanesulfonyl-benzoyl)-piperidin-4-one

HRID 349752ノート

反応式

HRID 349752 の反応式
C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[CH3:25][S:26]([C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([OH:34])=O)(=[O:28])=[O:27].Cl.[NH:39]1[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1.CCN(C(C)C)C(C)C>ClCCl>[CH3:25][S:26]([C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([N:39]1[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1)=[O:34])(=[O:27])=[O:28]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2203803-Methanesulfonylbenzoic acidHCID 2733179PyBroPHCID 30848514-Piperidone hydrochloride

生成物 1

HCID 223974901-(3-Methanesulfonyl-benzoyl)-piperidin-4-one収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

PyBrOP™ (17.3 g) was added to a stirred mixture of 3-methanesulphonyl benzoic acid (7.35 g), 4-piperidone hydrochloride (5 g) and Hunig's base (25 ml) in dichloromethane (250 ml) with stirring at RT. The mixture was stirred overnight then washed with saturated NaHCO3 solution (200 ml) and then with saturated brine (200 ml). The organic layer was evaporated and the resulting residue purified by column chromatography (silica, 1:1 ethyl acetate:dichloromethane) to give the product as a thick oil (9.6 g; MS: APCI+(M+H) 282).

後処理

  1. stirringThe mixture was stirred overnight
  2. washthen washed with saturated NaHCO3 solution (200 ml)
  3. customThe organic layer was evaporated
  4. customthe resulting residue purified by column chromatography (silica, 1:1 ethyl acetate:dichloromethane)

出典と根拠

ORDレコード
ord-059bf11deeee466f92c0c2f5eb6c2127
出典データセット
uspto-grants-2007_02
特許番号
US07179922B2

反応ノート

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